Port of Spain

$174+ Cheap flights from Boston (BOS) to Port of Spain (POS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
abr. 13 — abr. 201
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Cheapflights Tip: The best prices from Boston Logan Intl to Port of Spain Piarco Intl are usually found in September or October, booked 67 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap flight deals from Boston to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Port of Spain (POS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated abril 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$417
(Air Canada)

One-way from

$174
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$712
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
From Boston Logan Intl to Port of Spain Piarco Intl
One-way flight from Boston Logan Intl to Port of Spain Piarco Intl
Highest demand for flights based on searches. 4% potential increase in price ($33 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
Average for round-trip flights in April 2025

Find flight deals from Boston to Port of Spain

Cheapest flights from Boston to Port of Spain
Explore the most affordable flight options available from Boston to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 8, 2025.

This CheapOair deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/911:16 amBOS - POS
1 stop29h 27mFrontier
dom. 4/135:53 pmPOS - BOS
1 stop16h 23mFrontier
Deal found 4/6$351
This Air Canada deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/512:15 pmBOS - POS
1 stop13h 10mAir Canada
vie. 5/162:25 amPOS - BOS
1 stop15h 48mAir Canada
Deal found 4/7$417
This United Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/26:00 amBOS - POS
2 stops17h 23mUnited Airlines
lun. 5/512:30 amPOS - BOS
1 stop11h 57mUnited Airlines
Deal found 4/6$444
This Copa Airlines deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/158:47 amBOS - POS
1 stop17h 00mCopa Airlines
sáb. 5/243:44 amPOS - BOS
1 stop15h 42mCopa Airlines
Deal found 4/7$447
This Justfly.com deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/156:55 pmBOS - POS
2 stops30h 30mMultiple Airlines
sáb. 5/243:44 amPOS - BOS
1 stop15h 42mMultiple Airlines
Deal found 4/7$450
This American Airlines deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 6/15:10 amBOS - POS
1 stop8h 55mAmerican Airlines
lun. 6/303:15 pmPOS - BOS
1 stop23h 13mAmerican Airlines
Deal found 4/7$455
This JetBlue Airways deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/55:10 amBOS - POS
1 stop8h 10mJetBlue
sáb. 5/172:59 pmPOS - BOS
1 stop9h 18mJetBlue
Deal found 4/7$524

Cheapflights Fare Finder

Customize your flight search to find flights from Boston to Port of Spain that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 8, 2025.
Use the filters below to find and compare flights from Boston to Port of Spain that are best for you.

Fly from

Boston

Fly to

Port of Spain

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

lun. 5/5

12:15 pm-1:25 am

1 stop13h 10m

Port of Spain Piarco Intl

vie. 5/16

2:25 am-6:13 pm

1 stop15h 48m

$417

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

vie. 5/2

6:00 am-11:23 pm

2 stops17h 23m

Port of Spain Piarco Intl

lun. 5/5

12:30 am-12:27 pm

1 stop11h 57m

$444

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 5/15

8:47 am-1:47 am

1 stop17h 00m

Port of Spain Piarco Intl

sáb. 5/24

3:44 am-7:26 pm

1 stop15h 42m

$447

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 5/15

6:55 pm-1:25 am

2 stops30h 30m

Port of Spain Piarco Intl

sáb. 5/24

3:44 am-7:26 pm

1 stop15h 42m

$450

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

dom. 6/1

5:10 am-2:05 pm

1 stop8h 55m

Port of Spain Piarco Intl

lun. 6/30

3:15 pm-2:28 pm

1 stop23h 13m

$455

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

lun. 5/5

5:10 am-1:20 pm

1 stop8h 10m

Port of Spain Piarco Intl

sáb. 5/17

2:59 pm-12:17 am

1 stop9h 18m

$524

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

jue. 5/15

11:43 am-1:47 am

2 stops14h 04m

$174

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

vie. 5/30

10:20 am-1:25 am

2 stops15h 05m

$185

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mar. 5/13

3:55 pm-1:47 am

1 stop9h 52m

$193

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

mié. 8/6

5:40 am-2:10 pm

1 stop8h 30m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/5

Showing 1-10 of 11 results
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Compare providers for flights from Boston to Port of Spain

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Port of Spain in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
CheapOairPrice Accuracy1 starTrust Score*3 stars
SmartFaresPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Port of Spain flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Port of Spain flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Port of Spain flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Port of Spain flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Port of Spain flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Boston to Port of Spain

Have a flexible travel schedule? Discover the best time to fly to Port of Spain from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Boston to Port of Spain

How far ahead should I book a flight from Boston to Port of Spain?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Port of Spain. Price data was last updated on April 4, 2025.

Booking 67 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Port of Spain. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Boston to Port of Spain?

Currently, October is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $435). Flying from Boston to Port of Spain in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to POS?

Find hourly flight availability from Boston to Port of Spain. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 8, 2025.

When flying from Boston to Port of Spain, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 8% versus a flight in the evening.

What is the cheapest day to fly from Boston to Port of Spain?

Use this chart to determine the cheapest time to fly round-trip from Boston to Port of Spain. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Port of Spain flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Port of Spain by month

Plan your trip to Port of Spain by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Port of Spain ranges from 1.2 - 9.8 inches per month. June is typically the wettest month, when rainfall can reach 9.8 in. March is typically the driest time to visit Port of Spain when rainfall is around 1.2 in.

Temperature in Port of Spain by month

Plan your trip to Port of Spain by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Port of Spain, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Port of Spain

Get insights into the airlines that provide service to Port of Spain. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Port of Spain. Reviews last updated abril 8, 2025.

Comfort

7.4

Boarding

7.8

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Comfort

7.4

Boarding

7.8

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Comfort

7.4

Boarding

7.8

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Comfort

7.4

Boarding

7.8

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Comfort

7.4

Boarding

7.8

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Comfort

7.4

Boarding

7.8

Overall

7.6

Crew

8.1

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Related info for your journey

Find useful and relevant information for your journey from Boston to Port of Spain. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines flying from Boston to Port of Spain round-trip?

    According to our current data, Air Canada ($417), United Airlines ($444), and Copa Airlines ($447) offers the cheapest pricing from Boston to Port of Spain. Air Canada is 37% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Boston to Port of Spain one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $185. Copa Airlines flights start at $193 while deals on American Airlines start at $196 one-way.

  • Where are the most common layover locations when flying from Boston to Port of Spain?

  • What are some popular things to do or see while on a layover in New York?

    If you're on a layover in New York and looking for things to do, consider visiting Times Square, New York City Center, or Madison Square Garden. Times Square, New York City Center, and Madison Square Garden are located about 13.6 mi, 13.6 mi, and 13.6 mi, respectively from New York John F Kennedy Intl. Travelers in need of a car in New York can rent one for about $65 per day.

  • Where are the least popular layover locations for Boston to Port of Spain flights?

  • Can I find deals for flights from Boston to Port of Spain that include hotel bookings?

    Yes. In addition to deals on Boston to Port of Spain flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Port of Spain?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Port of Spain.

  • Can I find deals for business class flights from Boston to Port of Spain?

    Yes. Cheapflights offers flight deals from Boston to Port of Spain by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Port of Spain?

    Currently, October is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $435). Flying from Boston to Port of Spain in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Boston to Port of Spain

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Boston to Port of Spain

Discover the top 5 airlines that operate flights from Boston to Port of Spain. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$184FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$384Average$553FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$433Average$654FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$465Average$637FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$472Average$643FlexibilityNo cancel feeOn-time69%

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